tert-Butyl 4-bromo-2-nitrobenzoate

tert-Butyl 4-bromo-2-nitrobenzoate - Names and Identifiers

Name	tert-butyl 4-bromo-2-nitro-benzoate
Synonyms	t-Butyl 4-bromo-2-nitrobenzoate tert-Butyl 4-bromo-2-nitrobenzoate tert-butyl 4-bromo-2-nitro-benzoate 4-Bromo-2-nitrobenzoic acid tert butyl ester Benzoic acid, 4-bromo-2-nitro-, 1,1-dimethylethyl ester
CAS	890315-72-7
InChI	InChI=1/C11H12BrNO4/c1-11(2,3)17-10(14)8-5-4-7(12)6-9(8)13(15)16/h4-6H,1-3H3

tert-Butyl 4-bromo-2-nitrobenzoate - Physico-chemical Properties

Molecular Formula	C11H12BrNO4
Molar Mass	302.12
Density	1.474g/cm³
Boling Point	353.5°C at 760 mmHg
Flash Point	167.6°C
Vapor Presure	3.56E-05mmHg at 25°C
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.558

tert-Butyl 4-bromo-2-nitrobenzoate - Risk and Safety

Hazard Symbols	Xi - Irritant
Hazard Note	Irritant

tert-Butyl 4-bromo-2-nitrobenzoate - Reference Information

Use

4-bromo-2-nitrobenzoic acid tert-butyl ester can be used as a pharmaceutical synthesis intermediate, it can be prepared by reacting 4-bromo-2-nitrobenzoic acid with 2-bromo-2-methylpropane, and can be used to prepare tert-butyl 2-amino-4-bromobenzoate, the compound can also be widely used as a pharmaceutical synthesis intermediate.

preparation

to a solution containing 5.0 of 4-bromo-2-nitrobenzoic acid in 50ml of N,N-dimethylacetamide, 41g of potassium carbonate, 4.6g of benzyltriethylammonium chloride and 69ml of 2-bromo-2-methylpropane were stirred at 55 °c for 10 hours. After the reaction mixture was cooled to room temperature, 12mL of 2-bromo-2-methylpropane was added and stirred at 55 °c for 4 hours. After the reaction mixture was cooled to room temperature, water and ethyl acetate were added. The organic layer was separated and, after sequentially washing with a 10% aqueous citric acid solution and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. Methanol was added to the obtained residue and the solid matter was separated by filtration to give 3.0 of tert-butyl 4-bromo-2-nitrobenzoate as a white solid. 1H-NMR(CDCl3)δ:1.55(9h, s),7.63(1H,d,J = 8.3Hz),7.77(1H,dd,J = 8.3,1.9Hz),7.95(1H,d,J = 1.9Hz).

Last Update：2024-04-09 20:52:54